14737-96-3

Upstream product

• 4519-48-6 methyl 2-bromo-2-chloro-3-(4-methylphenyl)propanoate 
• 106-49-0 p-toluidine 
• 598-99-2 Methyl trichloroacetate 
• 104-87-0 4-methyl-benzaldehyde 
• 82444-40-4 (E)-methyl 3-methylcinnamate 

Downstream Products

• 1376212-75-7 (Z)-methyl 4-chloro-3-hydroxy-5-(p-tolyl)pent-4-enoate 
• 1552-73-4 (Z)-2-chloro-3-(p-tolyl)acrylic acid 

Relevant academic research and scientific papers

Ru-catalyzed highly chemo- and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters under neutral conditions

Finely-tuned ruthenium-catalyzed highly chemoselective and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters at the carbonyl group was achieved under neutral reaction conditions (ee up to 97%). Both olefin and alkenyl halogen moieties, which are labile under hydrogenation conditions, remained untouched during the reaction.

Reactions of α,β-Unsaturated Carboxylates, Malonates and Phenylacetates with Manganese(III) Acetate in the Presence of Chloride Ions

The reaction of alkyl (E)-3-phenylpropenoates with manganese(III) acetate of Cl- ions gave alkyl (Z)-2-chloro-3-phenylpropenoates and alkyl 2,3-dichloro-3-phenylpropenoates.Ethyl (E)-2,3-diphenylpropenoate yielded ethyl 2,3-dichloro-2,3-diphenylpropanoate.Alkyl 3,3-diphenylpropenoates gave mainly alkyl 2-chloro-3,3-diphenylpropenoates.Ethyl 1-cyclohexenecarboxylate gave ethyl 1,2-dichlorocyclohexanecarboxylate.Dimethyl malonate yielded dimethyl dichloromalonate and tetramethyl 1,2-dichloro-1,1,2,2-ethanetetracarboxylate.Substituted malonates resulted in α-chloro derivatives.Methyl phenylacetates gave α-acetoxy derivatives.